ASYMMETRIC FUNCTIONALIZATION OF PROCHIRAL 1,3-DIOLS BASED ON AN EFFICIENT 1,6-CHIRAL INDUCTION - THE DIASTEREOSELECTIVE C-O BOND FISSION INCHIRAL BETA-ARYLSULFINYL ACETAL VIA 2 TYPES OF CHELATION CONTROL

Authors
IWATA C MAEZAKI N MURAKAMI M SOEJIMA M TANAKA T IMANISHI T
Citation
C. Iwata et al., ASYMMETRIC FUNCTIONALIZATION OF PROCHIRAL 1,3-DIOLS BASED ON AN EFFICIENT 1,6-CHIRAL INDUCTION - THE DIASTEREOSELECTIVE C-O BOND FISSION INCHIRAL BETA-ARYLSULFINYL ACETAL VIA 2 TYPES OF CHELATION CONTROL, Journal of the Chemical Society, Chemical Communications, (6), 1992, pp. 516-518
Citations number
46
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
6
Year of publication
1992
Pages
516 - 518
Database
ISI
SICI code
0022-4936(1992):6<516:AFOP1B>2.0.ZU;2-T
Abstract
The novel asymmetric functionalisation of a prochiral 1,3-diol is acco mplished by the diastereoselective C-O bond fission of the chiral beta -arylsulfinyl acetal via two types of chelation controlled transition states (A and C in Scheme 4).