Two-Step Transesterification of Phosphates, Phosphorothioates, and Phosphonates with a Binaphthyl Group for the Synthesis of P-Chirogenic Phosphates and Phosphonates-Reference-Cited by-同舟云学术

Two-Step Transesterification of Phosphates, Phosphorothioates, and Phosphonates with a Binaphthyl Group for the Synthesis of P-Chirogenic Phosphates and Phosphonates

Published:2022-09-21 Issue:06 Volume:55 Page:934-944
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Murai Toshiaki¹,Endo Chikako¹,Inoue Yurika¹,Maruyama Toshifumi¹,Minoura Mao²

Affiliation:

1. Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University

2. Department of Chemistry, College of Science, Rikkyo University

Abstract

AbstractTwo-step transesterification of four-coordinate pentavalent organophosphorus compounds with a binaphthyl group has been studied in detail. The first step involves transfer of the axial chirality of a hydroxybinaphthyl group to the central chirality of the phosphorus atom. The second step is the substitution reaction of P-chirogenic compounds with a hydroxybinaphthyl group with lithium alkoxides, leading to the formation of P-chirogenic phosphates and phosphonates with primary and secondary alkoxy groups.

Funder

Ministry of Education, Culture, Sports, Science and Technology

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1948-3003.pdf

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