Photochemically Driven Tandem Process in the Construction of a Biscyclopropylcage from 2,5-Dimethoxy-p-benzoquinone and Terminal Acetylenes.
Org Lett
; 22(11): 4527-4531, 2020 Jun 05.
Article
in En
| MEDLINE
| ID: mdl-32436710
ABSTRACT
A photochemical two-step one-pot synthesis of novel biscyclopropyl-box-shaped compounds via the reaction of 2,5-dimethoxy-para-benzoquinone and monosubstituted alkynes is reported. The reaction mechanism for a process in which six new C-C bonds are formed is explored by means of experimental and computational techniques. The whole process occurs with complete selectivity, and only one densely decorated diastereomer is obtained; such a degree of control and substitution makes for a rather powerful and complexity-building process.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2020
Document type:
Article
Affiliation country:
Spain