Diastereoselective intramolecular photochemical [2+2] cycloaddition reactions of tethered L-(+)-valinol derived tetrahydrophthalimides

BookerMilburn K., Gulten Ş., Sharpe A.

CHEMICAL COMMUNICATIONS, no.15, pp.1385-1386, 1997 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: Issue: 15
  • Publication Date: 1997
  • Doi Number: 10.1039/a702386c
  • Journal Name: CHEMICAL COMMUNICATIONS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1385-1386
  • Çanakkale Onsekiz Mart University Affiliated: Yes

Abstract

Intramolecular photochemical [2 + 2] cycloaddition of allyl alcohol linked to amino acid derived 3,4,5,6-tetrahydrophthalimides, either via a carbonate or silicon tether, gives the corresponding cyclobutanes in excellent yield with diastereoselectivities as high as 8:1.