Total Synthesis of (±)-Fortamine and (±)-2-Deoxyfortamine

Spencer Knapp; Mark J. Sebastian; Halasya Ramanathan

doi:10.1021/jo00172a071

Total Synthesis of (±)-Fortamine and (±)-2-Deoxyfortamine

Spencer Knapp, Mark J. Sebastian, Halasya Ramanathan

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

The efficient conversion of 1,3-cyclohexadiene (7) to the aminocyclitols (±)-fortamine (4,13 steps, 30% overall yield) and (±)-2-deoxyfortamine (5,10 steps, 54% overall yield) features four regiospecific epoxide-opening reactions.

Original language	English (US)
Pages (from-to)	4786-4788
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	48
Issue number	24
DOIs	https://doi.org/10.1021/jo00172a071
State	Published - Dec 1983

All Science Journal Classification (ASJC) codes

Organic Chemistry

Access to Document

10.1021/jo00172a071

Cite this

@article{2b91795dc9994fad99ec0d4147010baa,

title = "Total Synthesis of (±)-Fortamine and (±)-2-Deoxyfortamine",

abstract = "The efficient conversion of 1,3-cyclohexadiene (7) to the aminocyclitols (±)-fortamine (4,13 steps, 30% overall yield) and (±)-2-deoxyfortamine (5,10 steps, 54% overall yield) features four regiospecific epoxide-opening reactions.",

author = "Spencer Knapp and Sebastian, {Mark J.} and Halasya Ramanathan",

year = "1983",

month = dec,

doi = "10.1021/jo00172a071",

language = "English (US)",

volume = "48",

pages = "4786--4788",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Total Synthesis of (±)-Fortamine and (±)-2-Deoxyfortamine

AU - Knapp, Spencer

AU - Sebastian, Mark J.

AU - Ramanathan, Halasya

PY - 1983/12

Y1 - 1983/12

N2 - The efficient conversion of 1,3-cyclohexadiene (7) to the aminocyclitols (±)-fortamine (4,13 steps, 30% overall yield) and (±)-2-deoxyfortamine (5,10 steps, 54% overall yield) features four regiospecific epoxide-opening reactions.

AB - The efficient conversion of 1,3-cyclohexadiene (7) to the aminocyclitols (±)-fortamine (4,13 steps, 30% overall yield) and (±)-2-deoxyfortamine (5,10 steps, 54% overall yield) features four regiospecific epoxide-opening reactions.

UR - http://www.scopus.com/inward/record.url?scp=0021025630&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0021025630&partnerID=8YFLogxK

U2 - 10.1021/jo00172a071

DO - 10.1021/jo00172a071

M3 - Article

AN - SCOPUS:0021025630

SN - 0022-3263

VL - 48

SP - 4786

EP - 4788

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

Total Synthesis of (±)-Fortamine and (±)-2-Deoxyfortamine

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this