Hydroxycyclopentanone derivatives from D-Mannose via ring closing metathesis: An improved synthesis of a key intermediate of Tricyclo-DNA

Vonlanthen, David; Leumann, Christian (2003). Hydroxycyclopentanone derivatives from D-Mannose via ring closing metathesis: An improved synthesis of a key intermediate of Tricyclo-DNA. Synthesis - journal of synthetic organic chemistry, 2003(07), pp. 1087-1090. Thieme 10.1055/s-2003-39177

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A large scale, 10 step synthesis of cyclopentanone 1 , starting from the chiral pool compound D-mannose, is described. The synthesis proceeds via a ring closing metathesis reaction as the key step in an overall yield of 23%. Cyclopentanone 1 is a central intermediate for the synthesis of tricyclo-DNA

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Vonlanthen, David and Leumann, Christian

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

0039-7881

Publisher:

Thieme

Language:

English

Submitter:

Christian Leumann

Date Deposited:

19 May 2015 10:24

Last Modified:

26 Jun 2016 02:02

Publisher DOI:

10.1055/s-2003-39177

Uncontrolled Keywords:

large-scale synthesis tricyclo-DNA

BORIS DOI:

10.7892/boris.68561

URI:

https://boris.unibe.ch/id/eprint/68561

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