Asymmetric total synthesis of (+)-ovafolinins A and B

2018 ◽  
Vol 54 (54) ◽  
pp. 7539-7541
Author(s):  
Xianhe Fang ◽  
Lei Shen ◽  
Xiangdong Hu
Keyword(s):  
Total Synthesis ◽  
Oxidative Cyclization ◽  
Synthetic Approach ◽  
Asymmetric Total Synthesis

Benefiting from a highly diastereoselective alkylation of (S)-Taniguchi lactone, a double Friedel–Crafts reaction, a global debenzylation and a Cu(OAc)2-enabled benzylic oxidative cyclization, an efficient synthetic approach to (+)-ovafolinins A and B has been developed.

Bioinspired total synthesis of (−)-gymnothelignan L

2018 ◽  
Vol 5 (7) ◽  
pp. 1124-1128 ◽  
Author(s):  
Peng Chen ◽  
Liang Huo ◽  
Huilin Li ◽  
Lin Liu ◽  
Ziyun Yuan ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Synthetic Approach ◽  
Asymmetric Total Synthesis

The first asymmetric total synthesis of gymnothelignan L has been accomplished in 14 steps with 11.2% overall yield. The synthetic approach features an anti Evans aldol reaction, a diastereoselective methylation, a Suzuki–Miyaura coupling and a bioinspired desymmetric transannular Friedel–Crafts reaction.

General Cyclopropane Assembly via Enantioselective Redox-Active Carbene Transfer to Aliphatic Olefins

2018 ◽  
Author(s):  
Marc Montesinos-Magraner ◽  
Matteo Costantini ◽  
Rodrigo Ramirez-Contreras ◽  
Michael E. Muratore ◽  
Magnus J. Johansson ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Chemical Space ◽  
Synthetic Approach ◽  
Asymmetric Cyclopropanation ◽  
Redox Active ◽  
Wide Range ◽  
Leaving Group ◽  
Stereoelectronic Properties ◽  
Carbene Transfer

Asymmetric cyclopropane synthesis currently requires bespoke strategies, methods, substrates and reagents, even when targeting similar compounds. This limits the speed and chemical space available for discovery campaigns. Here we introduce a practical and versatile diazocompound, and we demonstrate its performance in the first unified asymmetric synthesis of functionalized cyclopropanes. We found that the redox-active leaving group in this reagent enhances the reactivity and selectivity of geminal carbene transfer. This effect enabled the asymmetric cyclopropanation of a wide range of olefins including unactivated aliphatic alkenes, enabling the 3-step total synthesis of (–)-dictyopterene A. This unified synthetic approach delivers high enantioselectivities that are independent of the stereoelectronic properties of the functional groups transferred. Our results demonstrate that orthogonally-differentiated diazocompounds are viable and advantageous equivalents of single-carbon chirons<i>.</i>

ChemInform Abstract: ASYMMETRIC TOTAL SYNTHESIS OF 11α-HYDROXYPROGESTERONE VIA A BIOMIMETIC POLYENE CYCLIZATION

1978 ◽  
Vol 9 (12) ◽  
Author(s):  
W. S. JOHNSON ◽  
R. S. BRINKMEYER ◽  
V. M. KAPOOR ◽  
T. M. YARNELL
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis

Asymmetric Total Synthesis of Norzoanthamine

2021 ◽  
Author(s):  
Zhengyuan Xin ◽  
Hui Wang ◽  
Haibing He ◽  
Xiaoli Zhao ◽  
Shuanhu Gao
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis

scholarly journals Asymmetric Total Synthesis of Hetiamacins A–F

ACS Omega ◽  
2021 ◽  
Vol 6 (12) ◽  
pp. 8239-8245
Author(s):  
Gang Wu ◽  
Ting Wang ◽  
Zhongke Jiang ◽  
Shaowei Liu ◽  
Chenghang Sun
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis

Asymmetric Total Synthesis and Determination of the Absolute Configuration of (+)-Srilankenyne via Sequence-Sensitive Halogenations Guided by Conformational Analysis

2021 ◽  
Vol 23 (4) ◽  
pp. 1321-1326
Author(s):  
Hongjun Jang ◽  
Soo Yeon Kwak ◽  
Dongjoo Lee ◽  
Juan V. Alegre-Requena ◽  
Hyoungsu Kim ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Conformational Analysis ◽  
Absolute Configuration ◽  
Asymmetric Total Synthesis ◽  
The Absolute

Asymmetric Total Synthesis of Amphirionin-2

2021 ◽  
Author(s):  
Dhiman Saha ◽  
Gour Hari Mandal ◽  
Rajib Kumar Goswami
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis

Asymmetric Total Synthesis of ent-Tetrahydrolipstatin from an Epoxy Alkenol

Synlett ◽  
2012 ◽  
Vol 23 (12) ◽  
pp. 1832-1834 ◽  
Author(s):  
Jinsung Tae ◽  
Hyemi Kim ◽  
Kyeonghwan Choi
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis
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