Enantioselective Total Synthesis of (+)-Stephadiamine

B Yang, G Li, Q Wang, J Zhu - Journal of the American Chemical …, 2023 - ACS Publications
An asymmetric synthesis of (+)-stephadiamine has been accomplished featuring (a) an
enantioselective dearomatizative Michael addition to generate a quaternary stereocenter;(b) …

A new organocatalytic desymmetrization reaction enables the enantioselective total synthesis of madangamine E

S Shiomi, BDA Shennan, K Yamazaki… - Journal of the …, 2022 - ACS Publications
The enantioselective total synthesis of madangamine E has been completed in 30 steps,
enabled by a new catalytic and highly enantioselective desymmetrizing intramolecular …

The inverted ketene synthon: a double umpolung approach to enantioselective β 2, 3-amino amide synthesis

M Vishe, JN Johnston - Chemical Science, 2019 - pubs.rsc.org
A stereocontrolled synthesis of β2, 3-amino amides is reported. Innovation is encapsulated
by the first use of nitroalkenes to achieve double umpolung in enantioselective β-amino …

Catalytically enantioselective synthesis of acyclic α-tertiary amines through desymmetrization of 2-substituted 2-nitro-1, 3-diols

SS Meng, WB Tang, WH Zheng - Organic letters, 2018 - ACS Publications
Highly enantioselective synthesis of acyclic α-tertiary amines through asymmetric
desymmetrization is reported. This approach is based on chiral phosphoric acid mediated …

Enantioselective total synthesis of (+)-stephadiamine through bioinspired aza-benzilic acid type rearrangement

M Odagi, T Matoba, K Hosoya… - Journal of the American …, 2021 - ACS Publications
We report the first enantioselective total syntheses of the hasubanan alkaloid (−)-
metaphanine and the norhasubanan alkaloid (+)-stephadiamine. Key features of these …

A tandem conjugate addition/cyclization protocol for the asymmetric synthesis of 2-aryl-4-aminotetrahydroquinoline-3-carboxylic acid derivatives

SG Davies, N Mujtaba, PM Roberts, AD Smith… - Organic …, 2009 - ACS Publications
Condensation of tert-butyl (E)-3-(2′-aminophenyl) propenoate with a range of aromatic and
heteroaromatic aldehydes gives the corresponding imines as single diastereoisomers (> …

A Nitrone Dipolar Cycloaddition Strategy toward an Enantioselective Synthesis of Massadine

JS Cannon - Organic letters, 2018 - ACS Publications
An enantioselective route to the C, D-bicycle of massadine is reported. Enantiopure
intermediates were generated by a single stereoselective reduction using the Corey–Bakshi …

Total synthesis of (−)-himalensine A

H Shi, IN Michaelides, B Darses… - Journal of the …, 2017 - ACS Publications
The first enantioselective synthesis of (−)-himalensine A has been achieved in 22 steps. The
synthesis was enabled by a novel catalytic, enantioselective prototropic shift/furan Diels …

Concise, asymmetric, stereocontrolled total synthesis of stephacidins A, B and notoamide B

GD Artman, AW Grubbs… - Journal of the American …, 2007 - ACS Publications
Concise asymmetric total syntheses of the fungal metabolites (−)-stephacidin A,(+)-
stephacidin B, and (+)-notoamide B are described. Key features of these total syntheses …

Total Synthesis of (−)-Epibatidine Using an Asymmetric Diels−Alder Reaction with a Chiral N-Acylnitroso Dienophile

S Aoyagi, R Tanaka, M Naruse… - The Journal of Organic …, 1998 - ACS Publications
An asymmetric total synthesis of (−)-epibatidine (1), isolated from the skin of the Ecuadorian
poison frog, Epipedobates tricolor, of the family Dendrobatidae, has been achieved by virtue …