Stereoselective Synthesis of Cyclic Ether Compounds via Reductive Cleavage of Bicyclic Ketals

• 영문명: Stereoselective Synthesis of Cyclic Ether Compounds via Reductive Cleavage of Bicyclic Ketals
• 발행기관: 강원대학교 기초과학연구소
• 저자명: Jong-Gab Jun
• 간행물 정보: 『기초과학연구』제8집, 145~152쪽, 전체 8쪽
• 주제분류: 자연과학 > 자연과학일반
• 파일형태: PDF
• 발행일자: 1997.12.01

영문 초록

Bicyclic ketals in the 6,8-dioxabicyclo[3.2.1]octane system readily reacted with triethylsilane-boron trifluoride etherate at room temperature to give only the cis- tetrahydropyranol derivatives via C,-O, bond cleavage. Threo-and erythro-alcohols were prepared selectively from the endo- and exo-ketal, respectively. Dehydrated products also formed when the tertiary alcohol was involved under these reaction conditions. However, the cleavage reaction with aluminum hydride gave the trans-tetrahydropyranol as the major product without dehydration.

목차

Results and Discussion

EXPERIMENTAL

REFERENCES AND NOTES