(R)-2,3-Cyclohexylideneglyceraldehyde: a novel template for simple entry into both cis- and trans-2,5-disubstituted tetrahydrofurans |
| |
Authors: | Angshuman Chattopadhyay Prasad Vichare Bhaskar Dhotare |
| |
Institution: | Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai 400 085, India |
| |
Abstract: | Sharpless asymmetric dihydroxylation at the terminal olefin of benzoates 3a and 3b, using both AD-mix α and AD-mix β afforded only one diastereomer of diols 5a and 5b, respectively. Diols 5a and 5b were easily transformed into cis- and trans-2,5-disubstituted tetrahydrofurans 7 and 14, respectively, which were subsequently converted into known compounds 12 and 19. |
| |
Keywords: | (R)-2 3-Cyclohexylideneglyceraldehyde Sharpless asymmetric dihydroxylation Absolute stereoselectivity 2 5-Disubstituted tetrahydrofurans Substrate controlled addition Stereodiversity |
本文献已被 ScienceDirect 等数据库收录! |
|