Chemistry Letters, Vol.30, No.11, 1112-1113, 2001
Highly diastereoselective photochromic cyclization of an indolylfulgide derivative possessing C-2-symmetric chiral diol as an auxiliary
An indolylfulgide derivative possessing an orthoester-type functional group on the acid anhydride moiety with a C-2-symmetric (S,S)-1,2-bis(1-hydroxypropyl)benzene was prepared. Irradiation of 313-nin light produced the colored form in 90% diastereomer excess. The [alpha](D) values for the colorless and the colored forms in toluene were +82 degrees and -420 degrees, respectively.