Events The 1st International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

10.3390/ecsoc-1-02023

This submission belongs to the session a. General Organic Synthesis of the event The 1st International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Sep, 1997

Citation

Kenji Hayakawa, Atsuko Ogawa, Genji Iwasaki, Shin-ichiro Matsunaga, Toshihito Nakano, Yoko Kimura, Ichiro Mori, Trimethylsilyl Triflate Promoted 1,4-Addition of Silyl Phosphites to Cyclic Enones, in Proceedings of The 1st International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1997, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-1-02023

Facebook

Twitter

Trimethylsilyl Triflate Promoted 1,4-Addition of Silyl Phosphites to Cyclic Enones

Ichiro Mori ¹

Yoko Kimura ²

Toshihito Nakano ²

Shin-ichiro Matsunaga ³

Genji Iwasaki ²

Atsuko Ogawa ²

Kenji Hayakawa ²

1. Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, MA 02115, USA

2. Chemistry Department, International Research Laboratories,Ciba-Geigy Japan Ltd, P.O.Box 1, Takarazuka 665, Japan

3. Medicinal Chemistry Group, Research, Novartis Pharma K.K., 10-66, Miyuki-cho, Takarazuka, 665 Japan

Abstract

A catalytic amount of trimethylsilyl triflate (TMSOTf) remarkably facilitated the selective conjugate addition of a variety of silyl phosphites, prepared in situ from dialkyl phosphites and N,Obis( trimethysilyl)acetamide, to cyclic enones giving 1,4-adducts in high yields.

Keywords

n/a

A Carbodiimide-Mediated Synthesis of Pyrimidothienopyridazine Derivatives via a Tandem Nucleophilic Addition-Intramolecular Hetero Conjugate Addition Annulation Strategy

Molecular Ribbons via Diels-Alder Cycloadditions: Synthesis of Models for Solubilized Polyacenes and Polyacene Polyquinones