Open AccessTotal Synthesis and Structure Assignment of Saptomycin H
Author(s) -
Jun Shimura,
Yoshio Ando,
Ken Ohmori,
Keisuke Suzuki
Publication year - 2022
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c04306
Subject(s) - chemistry , total synthesis , side chain , ring (chemistry) , stereochemistry , anthrone , chain (unit) , absolute configuration , organic chemistry , physics , astronomy , polymer
We report herein the first total synthesis of saptomycin H ( 2 ), by which the unidentified absolute stereochemistry of the oxiranyl side chain has been determined as 14 R ,16 S . The keys include (1) concise assembly of three units, anthrone, sugar and side chain, and (2) AZADOL-mediated 6- endo -selective pyranone (A-ring) formation.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom