Stereodivergent Synthesis of 1,3-Dienes via Protodeboronation of Homoallenylboronic Esters

Autor: Ryota Sakamoto, Minami Odagi, Atsuto Izumiseki, Kaname Konuki, Kazuo Nagasawa
Rok vydání: 2022
Předmět:
Zdroj: The Journal of Organic Chemistry. 87:8084-8098
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.2c00744
Popis: Vinylboronic esters and allylboronic esters are well known to afford olefins by protodeboronation, and therefore homoallenylboronic esters should be similarly available as precursors for 1,3-dienes, but this strategy has not been well explored due to the limited availability of homoallenylboronic esters. Here, we describe a versatile synthesis of homoallenylboronic esters via lithiation-borylation and subsequent 1,2-rearrangement. The resulting homoallenylboronic esters were successfully converted into
Databáze: OpenAIRE